Imidazole → 1-(4-Chlorophenyl)-1-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-2-(imidazol-1-yl)-ethan-1-ol

Participants

Reaction Steps

A mixture of 13 g (191 mmol) of imidazole and 1 g (9 mmol) of potassium tert.-butylate in 100 ml of acetonitrile is refluxed under a nitrogen atmosphere. To this mixture there is added dropwise a solution of 18 g (61 mmol) of 2-(4-chlorophenyl)-2-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-oxirane in 30 ml of acetonitrile. The reaction mixture is refluxed for a further 10 hours and then concentrated by stripping off the solvent under reduced pressure. The residue which remains is taken up in ethyl acetate and washed with water. The organic phase is dried over sodium sulphate and then concentrated by stripping off the solvent under reduced pressure. The residue which remains is chromatographed on silica gel using a mixture of dichloromethane/ethanol=90:10 as the eluent. Concentration of the eluate gives 7.1 g (32% of theory) of 1-(4-chlorophenyl)-1-[1-(3-chloro-1,2,4-triazol-1-yl)-cyclopropyl]-2-(imidazol-1-yl)-ethan-1-ol in the form of a solid of melting point 231° C.

Provenance & Evidence